CMP

ADENOSINE-3',5'-CYCLIC-MONOPHOSPHATE

Created: 1999-07-08
Last modified:  2020-05-28

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Chemical Details

Formal Charge0
Atom Count34
Chiral Atom Count5
Bond Count37
Aromatic Bond Count10
2D diagram of CMP
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Chemical Component Summary

NameADENOSINE-3',5'-CYCLIC-MONOPHOSPHATE
SynonymsCYCLIC AMP; CAMP
Systematic Name (OpenEye OEToolkits)(1R,4R,6S,7R,8R)-8-(6-aminopurin-9-yl)-4-hydroxy-4-oxo-3,5,9-trioxa-4$l^{5}-phosphabicyclo[4.3.0]nonan-7-ol
FormulaC10 H12 N5 O6 P
Molecular Weight329.206
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=P3(OCC4OC(n1c2ncnc(N)c2nc1)C(O)C4O3)O
SMILESCACTVS3.341Nc1ncnc2n(cnc12)[CH]3O[CH]4CO[P](O)(=O)O[CH]4[CH]3O
SMILESOpenEye OEToolkits1.5.0c1nc(c2c(n1)n(cn2)C3C(C4C(O3)COP(=O)(O4)O)O)N
Canonical SMILESCACTVS3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4CO[P@](O)(=O)O[C@H]4[C@H]3O
Canonical SMILESOpenEye OEToolkits1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@H]4[C@H](O3)CO[P@](=O)(O4)O)O)N
InChIInChI1.03 InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
InChIKeyInChI1.03 IVOMOUWHDPKRLL-KQYNXXCUSA-N

Drug Info: DrugBank

DrugBank IDDB02527 
NameCyclic adenosine monophosphate
Groups experimental
DescriptionCyclic adenosine monophosphate (cAMP, cyclic AMP or 3'-5'-cyclic adenosine monophosphate) is a molecule that is important in many biological processes; it is derived from adenosine triphosphate (ATP).
Synonyms
  • Adenosine 3',5'-cyclic phosphate
  • Cyclic AMP
  • Cyclic adenylic acid
  • AMPC
  • Adenosine 3',5'-phosphate
Categories
  • Adenine Nucleotides
  • Cyclic AMP
  • Heterocyclic Compounds, Fused-Ring
  • Nucleic Acids, Nucleotides, and Nucleosides
  • Nucleotides
CAS number60-92-4

Drug Targets

NameTarget SequencePharmacological ActionActions
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2MDARGGGGRPGESPGATPAPGPPPPPPPAPPQQQPPPPPPPAPPPGPGPA...unknown
cAMP-dependent protein kinase type I-alpha regulatory subunitMESGSTAASEEARSLRECELYVQKHNIQALLKDSIVQLCTARPERPMAFL...unknown
cAMP-dependent protein kinase type II-beta regulatory subunitMSIEIPAGLTELLQGFTVEVLRHQPADLLEFALQHFTRLQQENERKGTAR...unknown
cAMP-activated global transcriptional regulator CRPMVLGKPQTDPTLEWFLSHCHIHKYPSKSTLIHQGEKAETLYYIVKGSVAV...unknown
Adenylate cyclaseMSLQQRNFGETGDLILGTQNQEQNLPETSAPVGTLARRKGTISTFLAPLT...unknown
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 6076
ChEMBL CHEMBL316966
ChEBI CHEBI:17489